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प्रश्न
Explain the following reaction with a suitable example.
Hofmann elimination reaction
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उत्तर
- When tetraalkylammonium halide is heated with moist silver oxide, it gives quaternary ammonium hydroxide.
- Quaternary ammonium hydroxides on strong heating undergo β-elimination to give an alkene. This reaction is called Hofmann elimination.
- The least substituted alkene is obtained as a major product (in contrast to Saytzeff elimination).
e.g. Hofmann elimination reaction of N, N, N-Triethylpropylammonium iodide
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संबंधित प्रश्न
Write a short note on Hoffmann bromamide degradation.
Illustrate the following reaction giving suitable example in each case:Gabriel phthalimide synthesis
An aromatic compound 'A' of molecular formula C7H7ON undergoes a series of reactions as shown below. Write the structures of A, B, C, D and E in the following reactions :

Give the structures of A, B and C in the following reactions :

Accomplish the following conversion:
Benzyl chloride to 2-phenylethanamine
Accomplish the following conversion:
Benzamide to toluene
Give the structure of A, B and C in the following reaction:
\[\ce{C6H5N2Cl ->[CuCN] A ->[H2O/H+] B ->[NH3][\Delta] C}\]
Give the structure of A, B and C in the following reaction:
\[\ce{C6H5NO2 ->[Fe/HCl] A ->[NaNO2 + HCl][273 K] B ->[H2O/H+][\Delta] C}\]
Give the structures of A, B and C in the following reaction:
\[\ce{CH3COOH ->[NH3][\Delta] A ->[NaOBr] B ->[NaNO2/HCl] C}\]
Why cannot aromatic primary amines be prepared by Gabriel phthalimide synthesis?
Mention 'two' uses of propan-2-one.
Give the structures of A, B and C in the following reactions :

Answer the following
Identify A and B in the following reactions.
\[\ce{C6H5CH2Br->[alco.][KCN]A ->[Na/ethanol]B.}\]
Answer the following
Explain Gabriel phthalimide synthesis.
Write reactions to bring about the following conversions.
Acetamide to methylamine
Explain Hoffmann’s exhaustive alkylation with suitable reactions.
Acetamide on reduction using Na/C2H5OH gives ____________.
Identify the product 'A' in the following reaction.
\[\ce{Aniline ->[(CH3CO)2O][Pyridine] A}\]
Alkyl cyanides on reduction by sodium and ethanol give primary amines. This reaction is called as ____________.
The end product C of the following reaction is
\[\ce{C2H5NH2 ->[HNO2] A ->[PCl5] B ->[NH3][Alcohol] C}\]
____________ can be prepared exclusively by Gabriel phthalimide synthesis.
What product is formed when \[\ce{R - C ≡ N}\] is hydrolysed?
Which nitrogen containing compound amongst the following would undergo Mendius reduction to furnish primary amine \[\ce{(R - NH2)}\]?
Identify 'A' and 'B' in the following conversions.
\[\ce{CH3 - I ->[Alc. KCN][\Delta] A ->[Na/C2H5OH] B}\]
In aqueous phase the order of basic strength of alkylamine is ______.
Which of the following reagents is used in Mendius reduction reaction of alkyl cyanide?
Identify product B in the following reaction.
\[\ce{Aniline ->[NaNO2][HCl] A ->[KI] B}\]
Which of the following reagents is used in Hofmann's elimination reaction of amines?
Nitro compounds are reduced by iron scrap and hydrochloric acid to yield one of the following compounds:
In order to prepare a 1° amine from an alkyl halide with simultaneous addition of one \[\ce{CH2}\] group in the carbon chain, the reagent used as source of nitrogen is ______.
Hoffmann Bromamide Degradation reaction is shown by ______.
Which of the following methods of preparation of amines will give same number of carbon atoms in the chain of amines as in the reactant?
Which of the following amines can be prepared by Gabriel synthesis.
(i) Isobutyl amine
(ii) 2-Phenylethylamine
(iii) N-methylbenzylamine
(iv) Aniline
Which of the following reactions are correct?
(i)

(ii)

(iii)

(iv)

Under which of the following reaction conditions, aniline gives p-nitro derivative as the major product?
(i) Acetyl chloride/pyridine followed by reaction with conc.\[\ce{H2SO4 }\] + conc. \[\ce{HNO3}\].
(ii) Acetic anyhdride/pyridine followed by conc.\[\ce{H2SO4}\] + conc.\[\ce{HNO3}\].
(iii) Dil. HCl followed by reaction with conc.\[\ce{H2SO4}\] + conc.\[\ce{HNO3}\].
(iv) Reaction with conc.\[\ce{HNO3}\] + conc.\[\ce{H2 SO4}\].
What is the product when \[\ce{C6H5CH2NH2}\] reacts with \[\ce{HNO2}\]?
Suggest a route by which the following conversion can be accomplished.

Write following conversions:
nitrobenzene `->` acetanilide
Assertion: Hoffmann’s bromamide reaction is given by primary amines.
Reason: Primary amines are more basic than secondary amines.
Assertion: Aromatic 1° amines can be prepared by Gabriel Phthalimide Synthesis.
Reason: Aryl halides undergo nucleophilic substitution with anion formed by phthalimide.
In the given reaction what is the X?
\[\begin{array}{cc}
\ce{O}\phantom{.......................}\\
||\phantom{.......................}\\
\phantom{}\ce{R - C - OH <-[H3O] Χ ->[H] RCH2NH2}
\end{array}\]
Which of the following compound is expected to be most basic?
C6H5CONHCH3 can be converted into C6H5CH2NHCH3 by:-
A compound 'A' on reduction with iron scrap and hydrochloric acid gives compound 'B' with molecular formula C6H7N. Compound 'B' on reaction with CHCl3 and alcoholic KOH produces an obnoxious smell of carbylamine due to the formation of 'C'. Identify 'A', 'B' and 'C' and write the chemical reactions involved.
Give reasons for the following:
Ammonolysis of alkyl halides is not a good method to prepare pure primary amines.
Which of the following compound gives pink colour on reaction with phthalic anhydride in cone. H2SO4 followed by treatment with NaOH?
Which of the following amines can be prepared by Gabriel phthalimide reaction?
Identify the product ‘C’ in the following reaction.
\[\ce{Aniline ->[(CH3CH)2O][Pyridine] A ->[Br2][CH3COOH] B ->[H^+ or OH^-] C}\]
Which of the following would not be a good choice for reducing nitrobenzene to aniline?
Write short note on the following:
Ammonolysis
Write a short note on the following:
Ammonolysis
Write a short note on Ammonolysis.
Write short notes on the following:
Ammonolysis
Write a short note on the following:
Ammonolysis
